Bioconversion of silybin to phase I and II microbial metabolites with retained antioxidant activity. Bioorg Med Chem 2012 May 01;20(9):2784-8
Date
04/17/2012Pubmed ID
22503365DOI
10.1016/j.bmc.2012.03.046Scopus ID
2-s2.0-84859891632 (requires institutional sign-in at Scopus site) 32 CitationsAbstract
Microbial transformation of silybin (1), the major flavonolignan of milk thistle (Silybum marianum, Asteraceae), resulted in the isolation of four metabolites. The structures of the isolated metabolites were determined by spectroscopic methods. One phase I metabolite was produced by Beauveria bassiana and was characterized as 8-hydroxysilybin (2). Three phase II metabolites were produced by two Cunninghamella species and were identified as 2,3-dehydrosilybin-3-O-β-d-glucoside (3), obtained from Cunninghamella species; and silybin-7-sulfate (4) and 2,3-dehydrosilybin-7-sulfate (5), obtained from Cunninghamella blakesleana. Compared to 1 (IC(50) 284 μg/mL), the generated metabolites displayed varying levels of antioxidant activities in the DPPH free-radical scavenging assay.
Author List
Abourashed EA, Mikell JR, Khan IAAuthor
Ehab A. Abourashed PhD Professor in the School of Pharmacy Administration department at Medical College of WisconsinMESH terms used to index this publication - Major topics in bold
AntioxidantsBeauveria
Cunninghamella
Magnetic Resonance Spectroscopy
Molecular Conformation
Silymarin